Patent GB-390166-A (GB)
Title: The manufacture and use of aminoacid derivatives having wetting, cleansing, emulsifying and dispersing properties
IPC: C07C233/45
Filed: 1931-09-18
Abstract: Aliphatic aminocarboxylic acids are acidylated with resin or naphthenic acids or their derivatives, or are combined with the resin or naphthenic acids to form salts.  The reactants may contain sulphonic acid groups, or in the case of the acidyl products, sulphonation may be effected after, during or before the acidylation process.  Aminocarboxylic acids specified are glycine, alanines, a -aminoisobutyric acid, ornithine, valine, lysine, leucine, sarcosine, butylglycine, carboxymethylglycine and serine, and general methods for the preparation of such acids are described.  Aminoacids obtained from paraffins and like hydrocarbons, e.g. by chlorination of their oxidation products followed by amidation, or by reduction of the products obtained by treating the hydrocarbons with nitrogen oxides, may also be used. Resin acids may be those of colophony and various copals, or the synthetic acids obtainable by condensation of natural resins with synthetic resins, or of aliphatic dicarboxylic acids with alcohols, or of phenol carboxylic acids with aldehydes.  For the acidylation, the acid may be employed, or its ester, acid chloride or anhydride.  The acidyl products may be converted into their salts, e.g. with ammonia, caustic soda or potash or with aminoalcohols and aliphatic diamines.  Sulphonation may be effected with strong sulphuric acid, chlorsulphonic acid or sulphur trioxide.  The products, which preferably contain at least 12 carbon atoms, are useful as sizes; as wetting and cleansing agents in the treatment of textiles and artificial filaments, e.g. the mercerizing of cotton, dyeing of fibres, fulling of wool, carbonizing of fibres, the killing of skins and the crape twisting of filaments and yarns; for the de-electrification of textile fibres and films, the application thereto being effected during or after their manufacture; as emulsifying and dispersing agents, e.g. for the production of colour printing pastes, the dispersion of lakes and pigments, and the dispersion of water-insoluble dyestuffs particularly for application to cellulose acetate &c., and for the lubrication of artificial filaments, especially in the winding and twisting of filaments continuously with their production by dry and wet spinning processes and, in the latter case, for incorporation in the coagulating bath. An example is given of the treatment of sarcosine with naphthenyl chloride and of the use of the sodium salt of the resulting sarcosine naphthenate as a dispersing agent in the dyeing of cellulose acetate yarn with 1-methylaminoanthraquinone.ALSO:Emulsifying-agents are prepared by acidylating aliphatic aminocarboxylic acids with resin or naphthenic acids or their derivatives, or by combining the aliphatic aminocarboxylic acids with the resin or naphthenic acids to form salts.  The reactants may contain sulphonic acid groups, or in the case of the acidyl products, sulphonation may be effected after, during, or before the acidylation process.  Aminocarboxylic acids specified are glycine, alanines, a -aminoisobutyric acid, ornithine, valine, lysine, leucine, sarcosine, butylglycine carboxymethylglycine and serine.  Aminoacids obtained from paraffins and like hydrocarbons, e.g. by chlorination of their oxidation products followed by p  amidation, or by reduction of the products obtained by treating the hydrocarbons with nitrogen oxides, may also be used. Resin acids may be those of colophony and various copals, or the synthetic acids obtainable by condensation of natural resins with synthetic resins, or of aliphatic dicarboxylic acids with alcohols, or of phenolcarboxylic acids with aldehydes.  The acidyl products may be converted into their salts, e.g. with ammonia, caustic soda or potash or with aminoalcohols and aliphatic diamines.  The products preferably contain at least 12 carbon atoms.